The synthesis and characterization of 1-formyl-2-acylcyclopentadienylthallium compounds

Mark T. Blankenbuehler, John P. Selegue

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

The reaction of sodium cyclopentadienide with RCOOEt (R=Me, Ph, 2-thienyl, or OEt) or ButCOCl followed by Vilsmeier reagent in the presence of excess sodium methoxide produces the 2-substituted-6-dimethylaminofulvenes 1a-e in modest yields. Basic hydrolysis results in the formation of 2-substituted-6-hydroxyfulvenes 2a-e in very good yields. Subsequent deprotonation with TlOEt yields the 1-formyl-2-acyl or carboethoxy cyclopentadienylthallium compounds 3a-e.

Original languageEnglish
Pages (from-to)268-274
Number of pages7
JournalJournal of Organometallic Chemistry
Volume642
Issue number1-2
DOIs
StatePublished - 2002

Bibliographical note

Funding Information:
We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for support of this research.

Funding

We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for support of this research.

FundersFunder number
US Department of EnergyDE-FG02-00ER45847, 10186-00-23
National Science Foundation (NSF)
Office of Experimental Program to Stimulate Competitive ResearchMRSEC DMR-9809686, EPS-9452895

    Keywords

    • Acyl
    • Carboethoxy
    • Cyclopentadienide
    • Formyl
    • Thallium
    • Vilsmeier

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry
    • Inorganic Chemistry
    • Materials Chemistry

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